msg2ai.
Free Claude Skill · 07 of 08 · Wow them

AI assistant for vacation rental guest experience

The Guest Experience skill designs the guest journey from booking confirmation to post-stay review. It is built around AI Ambassador for Vacation Rentals — an SMS / WhatsApp guest concierge — so the same 30 questions get answered automatically and your team focuses on the 5% that actually need a human.

Lena · your AI Guest Experience Lead

Example tasks

What you can ask the Guest Experience skill

Use this skill whenever someone is designing the guest journey from booking to check-out, configuring the SMS / WhatsApp helpdesk, drafting pre-arrival messages, in-stay support, upsells (early-check-in, late-check-out, mid-stay clean), local-area concierge, post-stay review requests, NPS, and the AI Ambassador concierge.

  • "Draft the pre-arrival sequence for a family stay at a beach property — T-7, T-3, T-1 and arrival day."
  • "Set up the AI Ambassador concierge for unit 12. Pull house rules, Wi-Fi, parking, and the local restaurant set."
  • "A guest says the hot tub is cold — draft the “we hear you, we're on it” reply and route it to maintenance."
  • "Which upsells should we offer couples vs. families vs. large groups?"
  • "Build the local-area concierge set for our mountain market: restaurants, family attractions, grocery, urgent care, pharmacy."
  • "Request a review from this guest, and draft the follow-ups if they don't leave one."
  • "Draft the post-stay NPS survey and this month's NPS report by property and market."
From the README

You say: “Set up the AI Ambassador concierge for unit 12”

You get back: A configured response set covering 30 questions in 7 languages.

See three real outputs from the mock portfolio →

What it does

9 jobs the Guest Experience skill handles

Straight from the skill's SKILL.md — the brief Claude follows when this skill is active.

01

Pre-Arrival Sequence (T-7, T-3, T-1, T-0)

Set the experience before the key code drops.

  • T-7 days: warm welcome email — confirm dates, link to the welcome book, optional upsells (early check-in, late check-out, mid-stay clean, grocery delivery, beach gear, pack-and-play)
  • T-3 days: SMS / WhatsApp opt-in for AI Ambassador concierge — "Text us anytime; we'll answer in seconds"
  • T-1 day: check-in instructions, door code, Wi-Fi, parking, "what to know" highlights, "ask us anything" reminder
  • T-0 (arrival day): "Welcome — your code is XXXXXX, here's the 60-second tour, here's the 24/7 line" SMS
  • Personalize per group composition (family with kids, couples, large group, business stay) and per market (beach, mountain, urban)
  • Save the per-property pre-arrival sequence to 08-guests/sequences/pre-arrival/{property-segment}.md
02

AI Ambassador Configuration (per property)

Configure the SMS / WhatsApp concierge to handle the bulk of guest comms automatically.

  • For each property, configure the response set covering the top 30 questions:
    • Wi-Fi name and password
    • Parking — where, how many spaces, oversize/RV/boat
    • Trash / recycling — when, where, sort rules
    • HVAC — thermostat behavior, mini-splits, ceiling fans
    • TV — streaming services, remotes, soundbar
    • Pool / hot tub — hours, rules, kid policy, towels
    • Beach / boat / kayak access — gates, codes, gear closet
    • Grill / propane / firepit — operation, propane source
    • Pets — allowed Y/N, leash rules, where they can go
    • Quiet hours, party policy, max occupancy
    • Coffee, K-cups, kitchen tools, dishwasher
    • Late-checkout, early-check-in policy
    • Trash pickup day, locking up, departure SOP
    • Local restaurants, grocery, urgent care, pharmacy, hardware, ATM
    • Emergency contact (your office line + 911)
  • Languages: enable EN + the local-tourism languages (typically ES, FR, DE, PT, ZH, JA — AI Ambassador supports 126)
  • Escalation: any unanswered or sentiment-negative question routes to the on-call human in <60 seconds
  • Save the per-property AI Ambassador config to 08-guests/ambassador/{property-slug}.md
03

In-Stay Issue Handling

Catch and fix issues while the guest is still in the unit — not after they've left a 3-star review.

  • AI Ambassador picks up issues via SMS sentiment + keywords (broken, leak, bug, dirty, smell, cold, hot, no Wi-Fi)
  • Auto-route to Housekeeping & Maintenance with severity tagging
  • Send the guest a "we hear you, we're on it, here's what we're doing" SMS within 5 minutes
  • Once resolved: send a "thank you for the patience — we appreciate you" + a small comp (a future-stay discount code, a credit toward late check-out)
  • Track save-rate: % of guest issues resolved without dropping below 4 stars on the review
04

Upsell Engine

The 15–25% revenue lift per guest the product is built around.

  • Pre-arrival upsells: early check-in (+$50), late check-out (+$75), mid-stay clean (+$120), grocery delivery (cost+30%), beach-gear bundle (+$60), pack-and-play / high-chair (+$25), airport ride (cost+20%)
  • In-stay upsells: extra night extension (when the calendar allows), restaurant reservation help (no fee, builds NPS), private chef (cost+25%)
  • Personalize by group composition: families get pack-and-play + grocery; couples get late check-out + restaurant; groups get a mid-stay clean
  • Track conversion per upsell SKU per market — drop the dead ones
05

Local-Area Concierge

Restaurants, attractions, weather, urgent-care — the questions that ruin a vacation when nobody picks up.

  • Per market, build the AI Ambassador concierge set: top 10 restaurants, top 5 family attractions, top 3 nightlife, top 2 grocery, urgent care, pharmacy, ATM
  • Refresh quarterly via Firecrawl — outdated restaurant recs are a 3-star review waiting to happen
  • Personalize the recommendation by group ("a kid-friendly seafood spot 5 minutes away" vs. "a wine bar within walking distance")
06

Review Capture & Reputation Loop

Reviews drive listing rank — get them every time.

  • T+0 (departure day, 11am): the AI Ambassador "thanks for staying" SMS with the easy review link
  • T+1: gentle follow-up SMS / email if no review yet
  • T+3: last gentle email with a "we'd love your feedback" tone
  • For 4–5 star guests: ask for a public review on the channel
  • For 1–3 star guests: route to the human Owner Relations / GM with a "make it right" call before any public review
  • Save review interactions to 08-guests/reviews/{YYYY-MM}/{guest-name}-{property-slug}.md
  • Hand off public review responses to Marketing & Distribution
07

Post-Stay NPS & Cohort Reporting

Know what guests are saying, not just what they're starring.

  • T+5 day NPS survey via SMS (1-tap 0–10, plus 1 open-ended question)
  • Output the monthly NPS report: score by property, score by market, score by group composition, top themes (positive + negative)
  • Surface the negative-theme list to Housekeeping & Maintenance and Marketing & Distribution
  • Hand the cohort report to the GM for the monthly briefing
08

Damage & Disturbance Detection

The downside of doing 100s of stays a year.

  • Configure AI Ambassador to listen for noise / party / over-occupancy signals (neighbor messages, decibel sensors if installed, unusually quiet host-side response from the guest)
  • For confirmed disturbance: draft the cease-and-desist guest message, the neighbor apology, the OTA report, and the post-stay deposit-claim if applicable
  • Coordinate with Reservations on cancellation if the disturbance is mid-stay
09

Repeat-Stay & Direct-Booking Funnel

The cheapest booking is the second one from a happy guest.

  • Identify the high-NPS, no-damage guests at T+30 days post-stay
  • Send the direct-booking outreach: "10% off when you come back in the next 12 months — book direct, skip the OTA fees"
  • Track conversion to direct booking from this funnel — surface the win-rate to the GM and Marketing & Distribution
  • Hand the high-value repeat list to Reservations and the direct-booking site
How it works

Working principles

  • The default human response time is too slow. AI Ambassador answers in 30 seconds — make sure it's configured.
  • Pre-arrival communication is where loyalty is built. Don't skip it.
  • Property-specific quirks (the weird thermostat, the cabinet that sticks) belong in the AI Ambassador config — not in the cleaner's head
  • Negative feedback always gets a human first. Reviews shape rank — protect them.
  • Upsells should feel like service, not a sales pitch. Lead with the guest experience benefit.

Phrases that activate it in Claude Code

  • set up the guest helpdesk
  • pre-arrival message
  • check-in instructions
  • guest is asking about parking
  • respond to this guest
  • request a review from this guest
  • draft the post-stay survey
  • configure AI Ambassador for vacation rentals
  • no-show reduction
  • upsell mid-stay clean
  • local recommendations
Tools

Connectors that make it sharper

Optional — the skill works without any integrations.

  • Shared Knowledge Base (Google Drive / Dropbox / OneDrive / Notion)
  • AI Ambassador for Vacation Rentals (ai-ambassador.xyz/vacation-rentals) — SMS / WhatsApp concierge, multi-property dashboard, multilingual, instant onboarding via QR code, no app download
  • Firecrawl — refresh per-market local-area guides quarterly
  • Channel manager — pull guest contact, dates, group size at booking
  • Gmail / AgentMail — pre-arrival emails, post-stay outreach, NPS follow-ups
  • Twenty CRM / Zoho CRM — guest profiles, repeat-stay segment
  • Stripe — process upsell purchases
  • Canva — welcome-book covers, in-property signage, branded review-request graphics

Works with the rest of the team

  • Receive booking confirmations and group composition from Reservations
  • Receive per-property door codes, Wi-Fi, owner quirks from Housekeeping & Maintenance
  • Receive listing copy and brand voice from Marketing & Distribution
  • Hand off public review responses to Marketing & Distribution
  • Hand off damage / disturbance escalations to Owner Relations and Finance & Trust
  • Hand off negative-theme list to Housekeeping & Maintenance and Marketing & Distribution
  • Hand off NPS & guest CSAT to the General Manager for the monthly briefing
Install

Add the Guest Experience skill to Claude

≈ 5 minutes · no install

In your browser

  1. Sign in at claude.ai and create a Project named “Guest Experience”.
  2. Open vacationrental-guest-experience/SKILL.md and copy everything.
  3. Paste it into the Project instructions and save.
  4. Start chatting — try one of the example tasks above.
Download SKILL.md →
Codex · Cursor · plugin

Other ways

Use the SKILL.md as AGENTS.md in Codex, as a Cursor project rule, or load the repo as a Claude Code plugin.

Full install guide →
The rest of the team

Seven more AI teammates

01

General Manager · Sofia

Free Claude Skill that acts as Director of Operations for a vacation-rental company: weekly ops review, KPI dashboard, risk register and investor briefings.

Meet the General Manager skill →
02

Reservations · Marco

Free Claude Skill for STR reservations: triage Airbnb, VRBO and Booking.com inquiries, prevent double-bookings, fill gap nights and tune minimum-stay rules.

Meet the Reservations skill →
03

Owner Relations · James

Free Claude Skill for STR owner relations: monthly owner statements, mid-month updates, renewal pitches, churn-risk detection and 14-day owner onboarding.

Meet the Owner Relations skill →
04

Marketing & Distribution · Priya

Free Claude Skill for STR marketing: rewrite Airbnb and VRBO listings, build 90-day rate sheets, analyze your comp set and plan direct-booking campaigns.

Meet the Marketing & Distribution skill →
05

Housekeeping & Maintenance · Tom

Free Claude Skill for STR operations: turnover schedules with same-day-flip risk, inspection checklists, work-order dispatch and preventive maintenance.

Meet the Housekeeping & Maintenance skill →
06

Finance & Trust · Amelia

Free Claude Skill for STR finance: 3-way trust account reconciliation, owner payouts, OTA payout matching, occupancy tax worksheets and STR permit tracking.

Meet the Finance & Trust skill →
08

Vibe Coder · Noor

Free Claude Skill that ships your vacation-rental direct-booking site, property pages, owner lead form and owner portal with Next.js, GitHub and Vercel.

Meet the Vibe Coder skill →
All 8

The whole back office

Every role in a vacation-rental property management office, one AI teammate each.

See all skills →